House holiday rentals in Raleigh Hills

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Top-rated house rentals in Raleigh Hills

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Guest favourite
A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.
Home in Multnomah
4.95 out of 5 average rating, 128 reviews

Portland Modern

Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

Top guest favourite
A modern living space features a teal sectional sofa adorned with vibrant throw pillows. A glass coffee table rests atop a textured rug, and the kitchen showcases wooden cabinetry and stainless steel appliances, with natural light enhancing the atmosphere.
Home in Ladd's Addition
5 out of 5 average rating, 225 reviews

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

Top guest favourite
A two-story gray house with teal trim is depicted, featuring large windows that invite natural light and a welcoming front entryway. Surrounding greenery adds a touch of nature, while a gravel path leads up to the door.
Home in Kenton
4.98 out of 5 average rating, 571 reviews

Loft in Kenton- Hot tub, MAX line, Weed friendly

House with 650 sq ft and patio to yourself. The loft, with vaulted ceilings and beautiful tile and woodwork throughout, is settled behind the main house, and includes a comfortable king bed, modern decor, fold down couch, well functioning kitchen, and access to hot tub. Kenton has great food, retail shops, and bars two blocks away, and guests are a short MAX train ride to Downtown. LGBTQ+ and rec. marijuana friendly. This home is not suitable for any guests under 18. Please read pet policy.

Guest favourite
A spacious living area features warm wood flooring, a queen bed adorned with decorative pillows, and a vintage rug. Two inviting armchairs are positioned nearby, complemented by a decorative lamp and a dresser. A brick wall adds character, while natural light brightens the room.
Home in Maplewood
4.9 out of 5 average rating, 206 reviews

Portland Vintage Hideaway

Portland Vintage Hideaway is a lovely, private, completely self-contained unit in our light-filled 1950's day-ranch basement. Enjoy 600+ sq.ft., queen bed with memory foam topper, double sofa bed, TV with streaming, workspace area, wi-fi, and adorable fully appointed kitchenette! The private, gated garden and patio offer a serene and lovely setting in which to hang out for meals & enjoy a glass of wine. We accept a maximum of two dogs and there is a pet fee. Please see details in the listing.

Top guest favourite
A century-old cottage is framed by lush gardens and tall trees. The vibrant red exterior is complemented by inviting porches and white railings. A gravel pathway leads to a cozy seating area, surrounded by an array of plants and foliage, enhancing the tranquil setting.
Home in Portland
4.99 out of 5 average rating, 264 reviews

Hidden Garden Cottage

This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

Guest favourite
A welcoming living area is illuminated by natural light from a large window, complemented by a cozy grey sectional sofa. A light rug anchors the space, with a wooden coffee table at the center. A TV is mounted on the wall, alongside decor elements.
Home in Portland
4.9 out of 5 average rating, 140 reviews

SW Portland Retreat, Full amenities, kitchen + W/D

Welcome to the Relaxing SW Portland Getaway! We are proud to offer our beautiful home nestled in the Sylvan Highlands. Inside you will find accommodations designed to help our guests recharge and prepare for a full day exploring the beautiful city. This is a great landing point for your trip to PDX with close proximity to hotspots such as: The Oregon Zoo, Washington Park, Japanese Gardens, & Downtown Portland (all are within an 8-12 minute drive / UBER) We look forward to having you!

Top guest favourite
A bright master suite features a spacious bed dressed in white linens. Natural light filters through large windows, illuminating the room. Wall sconces provide gentle lighting, while decorative items are displayed on the walls, adding character to the space.
Home in Tigard
5 out of 5 average rating, 158 reviews

Mama J's

For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

Top guest favourite
Home in Portland
4.97 out of 5 average rating, 449 reviews

Portland Southwest Suite Stay

Cozy suite in quiet, safe neighborhood with private, digital key-coded entrance for convenience. Private kitchenette & bathroom/shower, comfy queen sized bed, fold-out sofa, air-bed, pack & play, high chair & change table. Lots of closet space, included continental breakfast, and private covered outdoor sitting area. Very close to bus stops, so you won't need car. Walking-distance to parks, grocery, and restaurants. Close to downtown, Zoo, Japanese, Chinese & Rose Gardens, OHSU, OMSI.

Top guest favourite
A comfortable living area features a mix of seating options, including a leather armchair and a gray upholstered chair. A spacious sofa faces a decorative coffee table atop a textured rug. Natural light filters through large windows with sheer curtains, illuminating the room.
Home in Portland
4.94 out of 5 average rating, 199 reviews

Urban Victoria Historic Registry home with 4 beds!

This stunning renovation of an 1884 historic Victorian is perfect for your next visit. The home is stacked with luxe finishes, gourmet kitchen, charming antiquities, fenced yard. King bdrm, Queen bdrm, plus 2 twin beds in bonus space. Central location with quick access to dining, nightlife and freeway. The ideal spot to relax and explore central Portland! As experienced SuperHosts with 4.97 rating and 100+ reviews, we can’t wait to welcome you to our latest offering. Welcome home!

Guest favourite
A cozy outdoor deck area is furnished with a glass-top table and two chairs. Lush green grass and trees are visible in the background, along with a serene stream that meanders through the landscape.
Home in Portland
4.87 out of 5 average rating, 679 reviews

A River (stream) Runs Through It

Okay, well, it's a stream, but it's all yours to enjoy. For the nature lovers we have deer, beavers, ducks, nutria, fish, etc. (think wetlands). For everyone, the house (duplex) is fully equipped with a fireplace, BBQ, hot tub central gas heat and central AC. This is a bright, clean and cozy space to land for folks who love the suburbs (not in the city city but we are close drive to the city center) but want to be surrounded by nature. With ambient noise from the creek and highway.

Guest favourite
A spacious family room features a large L-shaped couch with comfortable seating. A plush green ottoman rests on a striped rug, complementing a contemporary armchair. Natural light filters through multiple windows, illuminating the room, which includes a TV and a cozy gas-lit fireplace.
Home in Portland
4.93 out of 5 average rating, 257 reviews

Spacious Forest Retreat w/ Hot Tub & Views

In the woods, next to a creek, but still in Portland! Forget your worries in this spacious and serene space. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Located in a quiet neighborhood, close to hiking trails in Woods Memorial Park. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland.

Guest favourite
A modern living space features a comfortable gray sofa adorned with patterned throw pillows. Two tables in varying heights are placed in front. A large window allows natural light in, and a nearby plant adds a touch of greenery. Laundry appliances are accessible through a door.
Home in King
4.92 out of 5 average rating, 185 reviews

Modern Apt | Close to Everything

Located within the trendy Boise neighborhood and only minutes to central Portland is this chic sun-filled apartment that offers all the modern comforts of home. With stylish décor and bright open plan living, the apartment features a fully equipped kitchen, soft comfortable furnishings, a spacious master bedroom and a sparkling modern bathroom. Walk to the popular Williams and Mississippi streets with its top restaurants, coffee shops and Portland’s world-famous food carts.

Popular amenities for house rentals in Raleigh Hills

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Quick stats about house rentals in Raleigh Hills

  • Total holiday rentals

    Explore 40 holiday rentals in Raleigh Hills

  • Nightly prices starting at

    Raleigh Hills holiday rentals start at € 35 per night before taxes and fees

  • Verified guest reviews

    Over 2,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Raleigh Hills holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Raleigh Hills rentals

  • 4.9 Average rating

    Raleigh Hills stays are highly rated by guests – averaging 4.9 out of 5!